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A large villa with an authentic atmosphere and stunning views of Montalcino

Renovated to the highest standards, Villa Oddi combines traditional features with state-of-the-art technology, creating the ideal retreat for a summer holiday. Comprised of a five-bedroom villa and a one-bedroom guest house, the property comfortably sleeps up to 12 guests.

Outdoors, guests can enjoy the large heated swimming pool, relaxing Jacuzzi, or the private tennis court, before relaxing in the various al fresco sitting and dining areas. There is a barbecue and and wood fire oven, perfect for al fresco feasts.

Indoors, guests can relax in the spacious living room with its Tuscan fireplace, or enjoy a meal in the elegant dining room. Perfect for spending a cosy evening enjoying the warmth of the house is the TV room with a large flatscreen TV and DVD player, along with conference facilties for business trips. There is also a large, country-stile kitchen, fully-equipped for cooking up an Italian feast.

The main villa houses four bedrooms with king-size beds, plus a spacious twin room, whilst the guest house features one large bedroom with twin beds. All six bedrooms boast en-suite bathrooms, most with bathtubs.

Villa Oddi is one of 11 villas in the 5000-acre Rosewood Castiglion del Bosco estate. The estate offers two restaurants, a cooking school, a fitness and spa complex, tennis courts, a private golf course, and a chapel, all surrounded by 70 hectares of vineyards.

Highlights

Heated Swimming Pool

Heated Swimming Pool

Jacuzzi

Jacuzzi

Tennis Court

Tennis Court

Services

Included

Available extras

Enhance Your Stay with Personalised Services

After booking, your dedicated concierge will craft the perfect experience — tailored to your preferences. From everyday essentials to exclusive experiences, our curated add-ons elevate every villa stay.

Essential

Essential

Signature

Signature

Prestige

Prestige

Features

Indoor

Outdoor

Bedrooms

This property comfortably accommodates up to 12 guests in its 6 bedrooms.

MAIN HOUSE – GROUND FLOOR
Bedroom 1 (Master) – king-size bed, sitting area, walk-in wardrobe, and en-suite bathroom with shower
Bedroom 2 – king-size bed, sitting area, walk-in wardrobe, and en-suite bathroom with shower

MAIN HOUSE – FIRST FLOOR
Bedroom 3 (Master) – king-size bed, walk-in wardrobe, and en-suite bathroom with bathtub & separate shower
Bedroom 4 – king-size bed, walk-in wardrobe, and en-suite bathroom with bathtub & separate shower
Bedroom 5 – twin bed (2 x single beds), and en-suite bathroom with bathtub & separate shower

GUEST HOUSE
Bedroom 6 – twin bed (2 x single beds), sitting area, en-suite bathroom with shower, and patio

Location

Disclaimer: the location on the map may be approximate due to privacy reasons.

About the area

Villa Oddi is located within the Castiglion del Bosco estate in the Val d’Orcia region of Tuscany.

Located on the ancient Via Francigena – a route once travelled by merchants and pilgrims, the estate is home to an abundance of wildlife in its dense woodlands.

The UNESCO World Heritage Site of Val d’Orcia is characterised by rolling hills, sweeping vineyards, and picturesque towns and villages such as Pienza, Radicofani and Montalcino.

Distances

Frequently asked questions

Inclusions vary by property but generally cover accommodation, cleaning services, and basic utilities. Some villas may also include additional services such as concierge, breakfast, or a private chef. Full details can be found on each villa’s page. If a service is not included in the price, our concierge team can arrange it for you, ensuring a fully personalised stay. Let us know your preferences, and we’ll take care of the rest!
Booking is simple! If you have a specific villa in mind, click "Send Enquiry" on its page. If you're considering multiple options, click the heart icon to save your favorites and send one enquiry for all of them. Our team will check availability and send you a detailed offer within 24 hours. Need help choosing? We’re happy to assist!
Yes, a deposit is required at the time of booking, typically 30% of the total amount. The remaining balance is usually due 30 to 90 days before check-in, depending on the property. Some villas may have different payment schedules, which will be specified in the offer we send you.
We accept bank transfers and major credit cards. Payment details will be provided during the booking process.
Yes, we offer a wide range of services, including in-villa options like private chefs, chauffeurs, and spa treatments, as well as activities such as yacht charters, wine tastings, and guided tours. We can also arrange experiences for the rest of your holiday, even beyond your villa stay. After booking, your dedicated concierge will contact you to customise your itinerary.
Yes, most high-end villas require a minimum stay of 7 nights, usually starting from a Saturday. However, many properties offer flexibility during certain times of the year, except for peak seasons like summer and Christmas holidays, which typically have stricter requirements. A smaller number of properties accept shorter stays year-round. If you have specific dates in mind, please contact us for availability.
Yes, we offer commission to travel agents booking on behalf of their clients. The commission amount varies by property, please contact us for specific details regarding a particular villa.

Have more questions?

Connect with our Villa Experts – we’ll handle the rest.

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From 50.820,00 EUR per week, to price on request

Superb Service

5/5

"Thank you My Private Villas for the outstanding service. Paolo Macchiaroli goes above and beyond to accommodate all our needs, making for an exquisite vacation."

— Sir Anthony Hopkins

Why guests love our villas...

Wonderful vacation in an island paradise

5/5

"Excellent and very responsive service. They coordinated all aspects of our stay very efficiently. A great team to work with."

— Lynette

Top villa rental company

5/5

"Best villa rental company we have ever used. We found them to be easy to communicate with, expert, friendly and cooperative, to assure that our stay was enjoyable."

— Jim Long

Amazing

5/5

"Service was very excellent. Owners were very helpful and caring."

— Trusted Client

Servizio impeccabile, ci hanno organizzato la vacanza in ogni dettaglio.

5/5

"Cura del cliente ai massimi livelli. Assistenza h24, profonda conoscenza della proprietá e della destinazione. Hanno reso la vacanza indimenticabile. Saro’ sicuramente loro cliente a vita, assolutamente migliori di qualsiasi altro operatore di cui ho usufruito."

— Francesco

Wonderful to work with!

5/5

"Best company to schedule a vacation with! My family and friends were celebrating my 50th birthday in the south of France. My Private Villas helped me with the villa selection (it was stunning!), the chef and dinner party at the house. It was all fabulous! Couldn't have asked for a better celebration. We will definitely be using them again...possibly when our daughter graduates college in a few years!"

— Cristina March

First class operation!

5/5

"The attention to detail and ease of booking process was excellent. The customer support was 1st class. The on-site team at the villa was superb, and arranged anything we needed."

— Trusted Client

Best holiday ever!

5/5

"The house was outstanding and exactly as described. Furthermore Francesca provided a very friendly, proactive and highly efficient follow-up on all the details we requested to make this our best family holiday ever."

— Simon Coombe

Wonderful villa in spectacular surroundings!

5/5

"A very thorough approach to the process of advising on numerous points of detail raised by a 10 strong party whose ages ranged from 7 ti 69. Clear understanding of the facilities and services on offer and how they could be tailored to accommodate us all. Communications were clear and questions addressed promptly. Issue on arrival was dealt with promptly and to our satisfaction."

— Dennis

10/10 Company!

5/5

"Great service! They helped us throughout the whole process, even though it was very last minute. Francesca is wonderful, looking forward to working with her again: she made the whole experience 10 times better."

— Trusted Client

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